“Dear Ann Landers” . . . For decades, renowned advice columnist Ann Landers answered countless letters from lovelorn teens, confused couples, and a multitude of others in need of advice. No topic was off-limits, including nude housekeeping, sex in a motorcycle helmet, the proper was to hang toilet paper, sibling rivalries, addiction, religion, and wandering spouses. Landers regaled her readers with direct, insightful, and often humorously honest responses. Late on a 1975 night in Landers’ Chicago apartment, an ironic twist of events confronts her with a looming deadline for a column dealing with a new kind of heartbreak: her own. As she shares her struggles to complete the column with us, we learn as much about ourselves as we do about the wise, funny, no-nonsense woman whose daily dialogue with America helped shape the social and sexual landscapes of the last half century.

Written by David Rambo
Directed by “Uncle” Wayne Daigrepont
Starring Janet Shea

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